EP2841517B1 - Schmelzhaftkleber - Google Patents
Schmelzhaftkleber Download PDFInfo
- Publication number
- EP2841517B1 EP2841517B1 EP13780524.8A EP13780524A EP2841517B1 EP 2841517 B1 EP2841517 B1 EP 2841517B1 EP 13780524 A EP13780524 A EP 13780524A EP 2841517 B1 EP2841517 B1 EP 2841517B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- hot melt
- melt adhesive
- group
- trade name
- manufactured
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 239000004831 Hot glue Substances 0.000 title claims description 92
- 229920005989 resin Polymers 0.000 claims description 57
- 239000011347 resin Substances 0.000 claims description 57
- -1 poly(butylene succinate) Polymers 0.000 claims description 45
- 229920000642 polymer Polymers 0.000 claims description 34
- 150000001993 dienes Chemical class 0.000 claims description 33
- 229920001400 block copolymer Polymers 0.000 claims description 27
- 229920001169 thermoplastic Polymers 0.000 claims description 20
- 239000004416 thermosoftening plastic Substances 0.000 claims description 20
- 229920000747 poly(lactic acid) Polymers 0.000 claims description 17
- 239000004626 polylactic acid Substances 0.000 claims description 17
- 229920003232 aliphatic polyester Polymers 0.000 claims description 10
- 125000000524 functional group Chemical group 0.000 claims description 10
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid group Chemical group C(\C=C/C(=O)O)(=O)O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 10
- 239000004014 plasticizer Substances 0.000 claims description 10
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 7
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 6
- 125000003277 amino group Chemical group 0.000 claims description 5
- 239000011976 maleic acid Substances 0.000 claims description 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 5
- 229920000331 Polyhydroxybutyrate Polymers 0.000 claims description 4
- 239000005015 poly(hydroxybutyrate) Substances 0.000 claims description 4
- 125000004018 acid anhydride group Chemical group 0.000 claims description 3
- 125000005370 alkoxysilyl group Chemical group 0.000 claims description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 3
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical group [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 3
- 125000003700 epoxy group Chemical group 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- 125000001841 imino group Chemical group [H]N=* 0.000 claims description 3
- 125000005372 silanol group Chemical group 0.000 claims description 3
- 239000004698 Polyethylene Substances 0.000 description 20
- 239000000126 substance Substances 0.000 description 16
- 238000000576 coating method Methods 0.000 description 15
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- 239000002253 acid Substances 0.000 description 13
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- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 12
- 239000003963 antioxidant agent Substances 0.000 description 11
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 11
- 239000011248 coating agent Substances 0.000 description 11
- 229920000468 styrene butadiene styrene block copolymer Polymers 0.000 description 11
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 11
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- 229920001577 copolymer Polymers 0.000 description 8
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 8
- 238000000034 method Methods 0.000 description 8
- 238000002156 mixing Methods 0.000 description 8
- 239000003208 petroleum Substances 0.000 description 8
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- 239000000853 adhesive Substances 0.000 description 7
- 230000001070 adhesive effect Effects 0.000 description 7
- 229920006270 hydrocarbon resin Polymers 0.000 description 7
- 239000003209 petroleum derivative Substances 0.000 description 7
- 229920000428 triblock copolymer Polymers 0.000 description 7
- 229920002799 BoPET Polymers 0.000 description 6
- 239000006096 absorbing agent Substances 0.000 description 6
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- 238000011156 evaluation Methods 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 239000003381 stabilizer Substances 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 239000004310 lactic acid Substances 0.000 description 5
- 239000000155 melt Substances 0.000 description 5
- 239000012188 paraffin wax Substances 0.000 description 5
- 238000005191 phase separation Methods 0.000 description 5
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- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
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- 238000007334 copolymerization reaction Methods 0.000 description 4
- 239000000945 filler Substances 0.000 description 4
- 239000010419 fine particle Substances 0.000 description 4
- 235000014655 lactic acid Nutrition 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
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- 229920000573 polyethylene Polymers 0.000 description 4
- 150000003505 terpenes Chemical class 0.000 description 4
- 235000007586 terpenes Nutrition 0.000 description 4
- 229920002633 Kraton (polymer) Polymers 0.000 description 3
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 3
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- 230000007613 environmental effect Effects 0.000 description 3
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- 150000002596 lactones Chemical class 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 229920000139 polyethylene terephthalate Polymers 0.000 description 3
- MSFGZHUJTJBYFA-UHFFFAOYSA-M sodium dichloroisocyanurate Chemical compound [Na+].ClN1C(=O)[N-]C(=O)N(Cl)C1=O MSFGZHUJTJBYFA-UHFFFAOYSA-M 0.000 description 3
- 150000005846 sugar alcohols Polymers 0.000 description 3
- AHAREKHAZNPPMI-AATRIKPKSA-N (3e)-hexa-1,3-diene Chemical compound CC\C=C\C=C AHAREKHAZNPPMI-AATRIKPKSA-N 0.000 description 2
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 2
- NVZWEEGUWXZOKI-UHFFFAOYSA-N 1-ethenyl-2-methylbenzene Chemical compound CC1=CC=CC=C1C=C NVZWEEGUWXZOKI-UHFFFAOYSA-N 0.000 description 2
- UVHXEHGUEKARKZ-UHFFFAOYSA-N 1-ethenylanthracene Chemical compound C1=CC=C2C=C3C(C=C)=CC=CC3=CC2=C1 UVHXEHGUEKARKZ-UHFFFAOYSA-N 0.000 description 2
- QEDJMOONZLUIMC-UHFFFAOYSA-N 1-tert-butyl-4-ethenylbenzene Chemical compound CC(C)(C)C1=CC=C(C=C)C=C1 QEDJMOONZLUIMC-UHFFFAOYSA-N 0.000 description 2
- IGGDKDTUCAWDAN-UHFFFAOYSA-N 1-vinylnaphthalene Chemical compound C1=CC=C2C(C=C)=CC=CC2=C1 IGGDKDTUCAWDAN-UHFFFAOYSA-N 0.000 description 2
- VSKJLJHPAFKHBX-UHFFFAOYSA-N 2-methylbuta-1,3-diene;styrene Chemical class CC(=C)C=C.C=CC1=CC=CC=C1.C=CC1=CC=CC=C1 VSKJLJHPAFKHBX-UHFFFAOYSA-N 0.000 description 2
- WHBMMWSBFZVSSR-UHFFFAOYSA-N 3-hydroxybutyric acid Chemical compound CC(O)CC(O)=O WHBMMWSBFZVSSR-UHFFFAOYSA-N 0.000 description 2
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 2
- FMHKPLXYWVCLME-UHFFFAOYSA-N 4-hydroxy-valeric acid Chemical compound CC(O)CCC(O)=O FMHKPLXYWVCLME-UHFFFAOYSA-N 0.000 description 2
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
- APMOEFCWQRJOPS-UHFFFAOYSA-N 5-ethenyl-1,5-dimethylcyclohexa-1,3-diene Chemical compound CC1=CC=CC(C)(C=C)C1 APMOEFCWQRJOPS-UHFFFAOYSA-N 0.000 description 2
- OZJPLYNZGCXSJM-UHFFFAOYSA-N 5-valerolactone Chemical compound O=C1CCCCO1 OZJPLYNZGCXSJM-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- JVTAAEKCZFNVCJ-REOHCLBHSA-N L-lactic acid Chemical compound C[C@H](O)C(O)=O JVTAAEKCZFNVCJ-REOHCLBHSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- 230000002745 absorbent Effects 0.000 description 2
- 239000002250 absorbent Substances 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- FACXGONDLDSNOE-UHFFFAOYSA-N buta-1,3-diene;styrene Chemical class C=CC=C.C=CC1=CC=CC=C1.C=CC1=CC=CC=C1 FACXGONDLDSNOE-UHFFFAOYSA-N 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- BXOUVIIITJXIKB-UHFFFAOYSA-N ethene;styrene Chemical group C=C.C=CC1=CC=CC=C1 BXOUVIIITJXIKB-UHFFFAOYSA-N 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 150000002314 glycerols Chemical class 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- 238000007719 peel strength test Methods 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
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- RKDVKSZUMVYZHH-UHFFFAOYSA-N 1,4-dioxane-2,5-dione Chemical compound O=C1COC(=O)CO1 RKDVKSZUMVYZHH-UHFFFAOYSA-N 0.000 description 1
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- 239000011521 glass Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- MHIBEGOZTWERHF-UHFFFAOYSA-N heptane-1,1-diol Chemical compound CCCCCCC(O)O MHIBEGOZTWERHF-UHFFFAOYSA-N 0.000 description 1
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
- 235000020256 human milk Nutrition 0.000 description 1
- 210000004251 human milk Anatomy 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical group O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000004200 microcrystalline wax Substances 0.000 description 1
- 235000019808 microcrystalline wax Nutrition 0.000 description 1
- RXOHFPCZGPKIRD-UHFFFAOYSA-N naphthalene-2,6-dicarboxylic acid Chemical compound C1=C(C(O)=O)C=CC2=CC(C(=O)O)=CC=C21 RXOHFPCZGPKIRD-UHFFFAOYSA-N 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- FVXBCDWMKCEPCL-UHFFFAOYSA-N nonane-1,1-diol Chemical compound CCCCCCCCC(O)O FVXBCDWMKCEPCL-UHFFFAOYSA-N 0.000 description 1
- OEIJHBUUFURJLI-UHFFFAOYSA-N octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 238000010525 oxidative degradation reaction Methods 0.000 description 1
- 235000019809 paraffin wax Nutrition 0.000 description 1
- 235000019271 petrolatum Nutrition 0.000 description 1
- 239000012169 petroleum derived wax Substances 0.000 description 1
- 235000019381 petroleum wax Nutrition 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920001432 poly(L-lactide) Polymers 0.000 description 1
- 229920001610 polycaprolactone Polymers 0.000 description 1
- 239000004632 polycaprolactone Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000004633 polyglycolic acid Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 150000003097 polyterpenes Chemical class 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 229960000380 propiolactone Drugs 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 210000004243 sweat Anatomy 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 210000002700 urine Anatomy 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J109/00—Adhesives based on homopolymers or copolymers of conjugated diene hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J167/00—Adhesives based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Adhesives based on derivatives of such polymers
- C09J167/04—Polyesters derived from hydroxycarboxylic acids, e.g. lactones
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L53/00—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
- C08L53/02—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers of vinyl-aromatic monomers and conjugated dienes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L53/00—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
- C08L53/02—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers of vinyl-aromatic monomers and conjugated dienes
- C08L53/025—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers of vinyl-aromatic monomers and conjugated dienes modified
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J153/00—Adhesives based on block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J153/00—Adhesives based on block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
- C09J153/005—Modified block copolymers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J153/00—Adhesives based on block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
- C09J153/02—Vinyl aromatic monomers and conjugated dienes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J153/00—Adhesives based on block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
- C09J153/02—Vinyl aromatic monomers and conjugated dienes
- C09J153/025—Vinyl aromatic monomers and conjugated dienes modified
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J167/00—Adhesives based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Adhesives based on derivatives of such polymers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J167/00—Adhesives based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Adhesives based on derivatives of such polymers
- C09J167/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J109/00—Adhesives based on homopolymers or copolymers of conjugated diene hydrocarbons
- C09J109/06—Copolymers with styrene
Definitions
- the present invention relates to a hot melt adhesive, and more particularly to a hot melt adhesive used in the field of disposable products typified by disposable diapers and napkins.
- Hot melt adhesives used for disposable products such as diapers and napkins
- their base materials for example, nonwoven fabrics, tissues, polyethylene films and the like, and are required to have sufficient adhesion and pressure-sensitive adhesiveness not only at high temperature but also at room temperature.
- Patent document 1 discloses a hot melt adhesive comprising a polylactic acid-based resin and poly(butylene succinate) or poly(ethylene succinate).
- Patent document 2 discloses a hot melt adhesive comprising polylactic acid and a polyvinyl alcohol-based resin.
- Patent document 3 discloses a biodegradable adhesive comprising polylactic acid and a natural powder substance. These adhesives have insufficient pressure-sensitive adhesiveness at room temperature, and do not have sufficient adhesiveness to base materials of polyolefin and the like.
- Patent document 4 discloses a hot melt adhesive composition
- a hot melt adhesive composition comprising a thermoplastic resin and a tackifier as main components, wherein either one or both of these components comprise a lactic acid copolymer resin derived from polylactic acid or lactic acid and other hydroxycarboxylic acids.
- the compatibility between the tackifier and other components is poor, and therefore this hot melt adhesive composition does not have sufficient adhesion to base materials of polyolefin and the like.
- Patent document 5 discloses a hot melt adhesive comprising 20 parts by weight of urethane-modified polylactic acid, 5 parts by weight of a polyester urethane, 5 parts by weight of a 2% maleic acid anhydride-modified styrene-ethylene-butadiene-styrene block copolymer, 50 parts by weight of a low molecular weight silylated polylactic acid, and 20 parts by weight of carnauba wax.
- An object of the present invention is to solve the above problems and to provide a hot melt adhesive being highly environmentally-friendly, and as well having sufficient pressure-sensitive adhesiveness, adhesion, thermal stability and the like, particularly a hot melt adhesive used in the field of disposable products.
- the present invention relates to the following items.
- a hot melt adhesive improves the compatibility between an aliphatic polyester-based resin, such as a polylactic acid-based resin, and other components.
- a hot melt adhesive being environmentally-friendly, having improved pressure-sensitive adhesiveness, adhesion, thermal stability and the like, and being easily applied to a wide range of types of base materials.
- the hot melt adhesive of the present invention comprises at least (A) a polar functional group-modified conjugated diene-based polymer, (B) an aliphatic polyester-based resin, (C) a tackifier resin, and (D) a thermoplastic block copolymer.
- a “modified polymer” means to include both (i) one in which a functional group is provided after a polymer is obtained and (ii) one in which a functional group is introduced in the process of polymerization.
- the use of the polar functional group-modified conjugated diene-based polymer (A) increases the compatibility between the aliphatic polyester-based resin (B) and other components, such as the tackifier resin (C), and improves the pressure-sensitive adhesiveness, adhesion, thermal stability and the like.
- Examples of the "polar functional group" of the “polar functional group-modified conjugated diene-based polymer” include acid anhydride groups, such as a maleic anhydride group, a carboxyl group, a maleic acid group, an amino group, an imino group, an alkoxysilyl group, a silanol group, a silyl ether group, a hydroxyl group and an epoxy group.
- acid anhydride groups such as a maleic anhydride group, a carboxyl group, a maleic acid group, an amino group, an imino group, an alkoxysilyl group, a silanol group, a silyl ether group, a hydroxyl group and an epoxy group.
- a maleic acid group and an amino group are preferred.
- conjugated diene-based polymer of the "polar functional group-modified conjugated diene-based polymer” refers to a polymer having a structural unit based on a conjugated diene compound (conjugated diene unit).
- the "conjugated diene compound” means a diolefin compound having at least a pair of conjugated double bonds.
- Specific examples of the “conjugated diene compound” include 1,3-butadiene, 2-methyl-1,3-butadiene (or isoprene), 2,3-dimethyl-1,3-butadiene, 1,3-pentadiene and 1,3-hexadiene. 1,3-Butadiene and 2-methyl-1,3-butadiene are particularly preferred. These conjugated diene compounds may be used alone or in combination.
- the conjugated diene-based polymer may have, in addition to the conjugated diene unit, structural units based on other monomers.
- other monomers include vinyl-based aromatic hydrocarbons, vinyl nitrile and unsaturated carboxylate esters.
- conjugated diene-based polymer for example, a copolymer in which a vinyl-based aromatic hydrocarbon and a conjugated diene compound are block-copolymerized, that is, one having a vinyl-based aromatic hydrocarbon block and a conjugated diene compound block, is preferred.
- the "vinyl-based aromatic hydrocarbon” means an aromatic hydrocarbon compound having a vinyl group. Specific examples thereof include styrene, o-methylstyrene, p-methylstyrene, p-tert-butylstyrene, 1,3-dimethylstyrene, ⁇ -methylstyrene, vinylnaphthalene and vinylanthracene. Particularly, styrene is preferred. These vinyl-based aromatic hydrocarbons may be used alone or in combination.
- the conjugated diene-based polymer constituting the polar functional group-modified conjugated diene-based polymer contained as the A component may be a non-hydrogenated conjugated diene-based polymer or a hydrogenated conjugated diene-based polymer, and a hydrogenated conjugated diene-based polymer is more preferred.
- Examples of the "hydrogenated conjugated diene-based polymer” include a block copolymer in which all or a part of the blocks based on the conjugated compound are hydrogenated, such as a hydrogenated styrene-isoprene-styrene block copolymer (that is, also referred to as the styrene-ethylene/propylene-styrene block copolymer "SEPS”) and a hydrogenated styrene-butadiene-styrene block copolymer (that is, also referred to as the styrene-ethylene/butylene-styrene block copolymer "SEBS").
- a hydrogenated styrene-isoprene-styrene block copolymer that is, also referred to as the styrene-ethylene/propylene-styrene block copolymer "SEPS”
- SEPS styrene-ethylene
- non-hydrogenated conjugated diene-based polymer examples include a block copolymer in which the blocks based on the conjugated compound are not hydrogenated, such as a styrene-isoprene-styrene block copolymer (also referred to as "SIS”) and a styrene-butadiene-styrene block copolymer (also referred to as "SBS”).
- SEBS is preferred, and SEBS having a styrene content of 10 to 40% by weight is more preferred for the conjugated diene-based polymer constituting the polar functional group-modified conjugated diene-based polymer contained as the A component.
- the polar functional group-modified conjugated diene-based polymer may be produced by synthesizing a conjugated diene-based polymer first, and introducing a polar functional group later, or by performing a copolymerization reaction using a monomer containing a polar functional group.
- polar functional group-modified conjugated diene-based polymer amino group-modified SEBS and maleic acid group-modified SEBS are preferable.
- a polar group-modified conjugated diene-based copolymer the position at which a polar group, such as an amino group or a maleic acid group, is introduced is not particularly limited.
- the polar group is preferably introduced into at least one end of the conjugated diene-based copolymer.
- the A component preferably comprises a polar functional group-modified conjugated diene-based polymer having a weight average molecular weight (Mw) of 7.5 ⁇ 10 4 to 1.0 ⁇ 10 5 .
- the weight average molecular weight is measured by gel permeation chromatography (GPC) using a calibration curve using monodisperse molecular weight polystyrene as a standard substance to convert molecular weight.
- polar functional group-modified conjugated diene-based copolymer commercial products may be used. Examples thereof include Tuftec MP10 (trade name) manufactured by Asahi Kasei Chemicals Corporation, DYNARON 8630P (trade name) manufactured by JSR and Tuftec M1913 (trade name) manufactured by Asahi Kasei Chemicals Corporation.
- the hot melt adhesive of the present invention comprises a thermoplastic block copolymer (D) (hereinafter sometimes described as a "D component”) and preferably a plasticizer (E) (hereinafter sometimes described as an "E component") in addition to the A component, the B component, the C component, and the D component.
- the blending ratio of the A component is preferably 1 to 30 parts by weight, more preferably 2 to 20 parts by weight, based on 100 parts by weight of the total amount of the A to E components.
- the use of the aliphatic polyester-based resin (B) (B component) is effective to reduce the content of a material made from petroleum and the like, and therefore the environmental load can be reduced.
- aliphatic polyester-based resin (B) known resins can be used.
- known resins include polylactic acid-based resins, poly(butylene succinate), poly(butylene succinate-adipate), poly(butylene succinate-terephthalate), poly(ethylene succinate), poly(butylene succinate-carbonate), polyglycolic acid, polycaprolactone, polyhydroxybutyric acid, polyhydroxyvaleric acid and a hydroxybutyric acid-hydroxyvaleric acid copolymer.
- polylactic acid-based resins, poly(butylene succinate) and polyhydroxybutyric acid are preferred. These may be used alone or in combinations of two or more.
- the above polylactic acid-based resin is a polymer comprising L-lactic acid and/or D-lactic acid as main constituents, and may comprise other copolymerization components other than lactic acid.
- examples of such other copolymerization component units include polyvalent carboxylic acids, polyhydric alcohols, hydroxycarboxylic acids and lactones.
- polyvalent carboxylic acids such as oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, azelaic acid, sebacic acid, dodecanedionic acid, fumaric acid, cyclohexanedicarboxylic acid, terephthalic acid, isophthalic acid, phthalic acid, 2,6-naphthalenedicarboxylic acid, anthracenedicarboxylic acid, 5-sodium sulfoisophthalic acid and 5-tetrabutylphosphonium sulfoisophthalic acid; polyhydric alcohols, such as ethylene glycol, propylene glycol, butanediol, heptanediol, hexanediol, octanediol, nonanediol, decanediol, 1,4-cyclohexanedimethanol, neopentyl
- the blending ratio of the B component is preferably 5 to 70 parts by weight, more preferably 10 to 50 parts by weight, and still more preferably 10 to 40 parts by weight, based on 100 parts by weight of the total amount of the A to E components.
- the use of the tackifier resin (C) (C component) improves the pressure-sensitive adhesiveness.
- the "tackifier resin” is not particularly limited as long as it is generally used in hot melt adhesives and provides the hot melt adhesive targeted by the present invention.
- tackifier resin can include natural rosins, modified rosins, hydrogenated rosins, glycerol esters of natural rosins, glycerol esters of modified rosins, pentaerythritol esters of natural rosins, pentaerythritol esters of modified rosins, pentaerythritol esters of hydrogenated rosins, copolymers of natural terpenes, three-dimensional polymers of natural terpenes, hydrogenated derivatives of copolymers of hydrogenated terpenes, polyterpene resins, hydrogenated derivatives of phenol-based modified terpene resins, aliphatic petroleum hydrocarbon resins, hydrogenated derivatives of aliphatic petroleum hydrocarbon resins, aromatic petroleum hydrocarbon resins, hydrogenated derivatives of aromatic petroleum hydrocarbon resins, cyclic aliphatic petroleum hydrocarbon resins and hydrogenated derivatives of cyclic aliphatic petroleum hydrocarbon resins.
- tackifier resins having an acid value of 0 to 200 mg KOH/g are preferred, and tackifier resins having an acid value of 0 mg KOH/g are more preferred.
- the acid value is in these ranges, the pressure-sensitive adhesiveness of the hot melt adhesive of the present invention is improved.
- tackifier resins may be used alone or in combination.
- liquid type tackifier resins can also be used as long as they are colorless to pale yellow in color tone, have substantially no odor, and have good thermal stability. Considering these properties comprehensively, hydrogenated derivatives of resins and the like are preferred as the tackifier resin.
- tackifier resin commercial products may be used.
- commercial products include MARUKACLEAR H (trade name) manufactured by Maruzen Petrochemical Co., Ltd., Clearon K100 (trade name) manufactured by YASUHARA CHEMICAL Co., Ltd., ARKON M100 (trade name) manufactured by Arakawa Chemical Industries, Ltd., I-MARV S100 (trade name) manufactured by Idemitsu Kosan Co., Ltd., Clearon K4090 (trade name) and Clearon K4100 (trade name) manufactured by YASUHARA CHEMICAL Co., Ltd., ECR5380 (trade name), ECR179EX (trade name), ECR5400 (trade name) and ECR5600 (trade name) manufactured by Exxon Mobil Corporation, Regalite R7100 (trade name) manufactured by Eastman Chemical Company, ECR179X (trade name) manufactured by Exxon, ARKON P100 (trade name) manufactured by Arakawa Chemical Industries, Ltd., I-marv S110 (trade name) and
- the blending ratio of the C component is preferably 5 to 70 parts by weight, more preferably 10 to 60 parts by weight, based on 100 parts by weight of the total amount of the A to E components.
- the hot melt adhesive of the present invention comprises the thermoplastic block copolymer (D) (D component).
- D component The use of D component further improves the adhesion and pressure-sensitive adhesiveness.
- the thermoplastic block copolymer (D) may be non-hydrogenated or hydrogenated, and is preferably non-hydrogenated.
- a thermoplastic block copolymer having a polar functional group embraced by the above A component is excluded from the D component.
- non-hydrogenated thermoplastic block copolymer examples include a block copolymer obtained by block-copolymerizing a vinyl-based aromatic hydrocarbon and a conjugated diene compound without subsequently hydrogenating blocks based on the conjugated diene compound in the block copolymer.
- hydroplastic block copolymer examples include a block copolymer obtained by block-copolymerizing a vinyl-based aromatic hydrocarbon and a conjugated diene compound, and then hydrogenating all or a part of blocks based on the conjugated diene compound.
- the "conjugated diene compound” means a diolefin compound having at least a pair of conjugated double bonds.
- Specific examples of the “conjugated diene compound” can include 1,3-butadiene, 2-methyl-1,3-butadiene (or isoprene), 2,3-dimethyl-1,3-butadiene, 1,3-pentadiene and 1,3-hexadiene. 1,3-Butadiene and 2-methyl-1,3-butadiene are particularly preferred. These conjugated diene compounds may be used alone or in combination.
- the "vinyl-based aromatic hydrocarbon” means an aromatic hydrocarbon compound having a vinyl group. Specific examples thereof include styrene, o-methylstyrene, p-methylstyrene, p-tert-butylstyrene, 1,3-dimethylstyrene, ⁇ -methylstyrene, vinylnaphthalene and vinylanthracene. Particularly, styrene is preferred. These vinyl-based aromatic hydrocarbons may be used alone or in combination.
- non-hydrogenated thermoplastic block copolymer may include a styrene-isoprene-styrene block copolymer (also referred to as "SIS”) and a styrene-butadiene-styrene block copolymer (also referred to as "SBS").
- SIS styrene-isoprene-styrene block copolymer
- SBS styrene-butadiene-styrene block copolymer
- thermoplastic block copolymer may include a hydrogenated styrene-isoprene-styrene block copolymer (that is, also referred to as the styrene-ethylene/propylene-styrene block copolymer "SEPS”) and a hydrogenated styrene-butadiene-styrene block copolymer (that is, also referred to as the styrene-ethylene/butylene-styrene block copolymer "SEBS").
- SEPS styrene-ethylene/propylene-styrene block copolymer
- SEBS hydrogenated styrene-butadiene-styrene block copolymer
- thermoplastic block copolymer (D) preferably comprises both of SBS and SIS or either one of SBS and SIS.
- the use of SBS and/or SIS improves the peel strength.
- the thermoplastic block copolymer (D) preferably comprises a triblock copolymer having a weight average molecular weight (Mw) of 7.5 ⁇ 10 4 to 1.0 ⁇ 10 5 .
- Mw weight average molecular weight
- the hot melt adhesive of the present invention with Mw in the above range has excellent coating properties and also excellent peel strength.
- thermoplastic block copolymer (D) commercial products may be used. Examples thereof can include Tufprene T125 (trade name), Tuftec L518X (trade name) and Tuftec H1053 (trade name) manufactured by Asahi Chemical Industry Co., Ltd.; TR2000 (trade name) manufactured by JSR; TAIPOL 4202 (trade name) manufactured by TSRC; Kraton D1162PT (trade name) and G1650M (trade name) manufactured by Kraton Performance Polymers, Inc.; Asaprene T-438 (trade name) manufactured by Asahi Kasei Corporation; Quintac 3460 (trade name), Quintac 3433N (trade name), Quintac 3520 (trade name) and Quintac 3270 (trade name) manufactured by ZEON Corporation and D1160 (trade name) manufactured by Kraton. These commercial products may be used alone or in combination.
- the blending ratio of the D component is preferably 0 to 50 parts by weight, more preferably 0 to 40 parts by weight, most preferably 3 to 40 parts by weight, based on 100 parts by weight of the total amount of the A to E components.
- the hot melt adhesive may further comprise the plasticizer (E) (E component).
- the plasticizer (E) is blended for the purposes of reducing the melt viscosity of the hot melt adhesive, providing flexibility to the hot melt adhesive, and improving the wetting property of the hot melt adhesive on an adherend.
- the plasticizer (E) is not particularly limited as long as it is compatible with other components, and the hot melt adhesive targeted by the present invention can be obtained.
- plasticizer examples include paraffin-based oils, naphthene-based oils and aromatic oils. Particularly, paraffin-based oils and/or naphthene-based oils are preferred, and colorless and odorless paraffin-based oils are most preferred.
- plasticizers examples include White Oil Broom 350 (trade name) manufactured by Kukdong Oil & Chem, Diana Fresia S-32 (trade name), Diana Process Oil PW-90 (trade name) and Daphne Oil KP-68 (trade name) manufactured by Idemitsu Kosan Co., Ltd., Enerper M1930 (trade name) manufactured by BP Chemicals, Kaydol (trade name) manufactured by Crompton, Primol 352 (trade name) manufactured by Exxon and Process Oil NS-100 (trade name) manufactured by Idemitsu Kosan Co., Ltd. These may be used alone or in combinations of two or more.
- the blending ratio of the E component is not particularly limited, and is preferably 0 to 40 parts by weight, more preferably 5 to 40 parts by weight, based on 100 parts by weight of the total amount of the A to E components.
- the hot melt adhesive according to the present invention may further comprise various additives as required.
- various additives include a stabilizer, a wax and a fine particle filler.
- the “stabilizer” is blended to prevent reduction of molecular weight by heating, gelation, coloration, generation of an odor and the like in the hot melt adhesive to improve the stability of the hot melt adhesive.
- the “stabilizer” is not particularly limited as long as the hot melt adhesive targeted by the present invention can be obtained.
- Examples of the “stabilizer” include an antioxidant and an ultraviolet absorbing agent.
- the “ultraviolet absorbing agent” is used to improve the light resistance of the hot melt adhesive.
- the “antioxidant” is used to prevent the oxidative degradation of the hot melt adhesive.
- the antioxidant and the ultraviolet absorbing agent are not particularly limited, and can be used as long as they are generally used in disposable products, and the targeted disposable product described later can be obtained.
- antioxidants examples include phenol-based antioxidants, sulfur-based antioxidants and phosphorus-based antioxidants.
- ultraviolet absorbing agent examples include benzotriazole-based ultraviolet absorbing agents and benzophenone-based ultraviolet absorbing agents.
- a lactone-based stabilizer may also be added. These may be used alone or in combination. As commercial products of antioxidants, the following products may be used.
- SUMILIZER GM (trade name), SUMILIZER TPD (trade name) and SUMILIZER TPS (trade name) manufactured by Sumitomo Chemical Co., Ltd.
- IRGANOX 1010 (trade name), IRGANOX HP2225FF (trade name), IRGAFOS 168 (trade name), IRGANOX 1520 (trade name) and TINUVIN P manufactured by Ciba Specialty Chemicals, JF77 (trade name) manufactured by Johoku Chemical Co., Ltd., TOMINOX TT (trade name) manufactured by API Corporation and AO-412S (trade name) manufactured by ADEKA CORPORATION.
- These stabilizers may be used alone or in combination.
- the "wax” is not particularly limited as long as it is a wax generally used in hot melt adhesives and provides the hot melt adhesive targeted by the present invention.
- Specific examples thereof include synthetic waxes, such as Fischer-Tropsch waxes and polyolefin waxes (polyethylene waxes and polypropylene waxes); petroleum waxes, such as paraffin waxes and microcrystalline waxes; and natural waxes, such as castor waxes.
- the hot melt adhesive of the present invention may further comprise a fine particle filler.
- the fine particle filler may be a generally used one, and is not particularly limited as long as the hot melt adhesive targeted by the present invention can be obtained.
- Examples of the "fine particle filler" include mica, calcium carbonate, kaolin, talc, titanium oxide, diatomaceous earth, urea-based resins, styrene beads, fired clay and starch.
- the shape of these is preferably a spherical shape, and their sizes (diameter in the case of a spherical shape) are not particularly limited.
- the hot melt adhesive according to the present invention may be produced by blending the A component, the B component, the C component and preferably the D component and preferably the E component and further various additives as required, using a generally known method for producing a hot melt adhesive.
- the hot melt adhesive according to the present invention may be produced by blending predetermined amounts of the above-described components, and heating and melting them. The order of adding the components, the heating method and the like are not particularly limited as long as the targeted hot melt adhesive is obtained.
- the hot melt adhesive preferably has a viscosity (or melt viscosity) at 140°C of 20000 mPa ⁇ s or less, particularly preferably less than 9000 mPa ⁇ s.
- the viscosity allowing application of uniform coating with the hot melt adhesive is 20000 mPa ⁇ s or less, and the viscosity allowing easy application of uniform coating is less than 9000 mPa ⁇ s.
- the viscosity at 140°C in the above range, the hot melt adhesive is much more suitable for coating.
- the viscosity (or melt viscosity) at 140°C herein means a value measured by a Brookfield viscometer using a No. 27 Spindle.
- the hot melt adhesive according to the present invention is widely utilized for paper processing, bookbinding, disposable products and the like, and is particularly effectively utilized for disposable products because of excellent adhesion in a wet state.
- the "disposable products" are not particularly limited as long as they are the so-called sanitary materials. Specific examples thereof include disposable diapers, sanitary napkins, pet sheets, hospital gowns, operation white coats, urine liners, puerperant shorts, breast milk pads and armpit sweat pads.
- a disposable product obtained by applying the above-described hot melt adhesive.
- the disposable product can be formed by applying the hot melt adhesive according to the present invention to at least one member selected from the group consisting of a woven fabric, a nonwoven fabric, a rubber, a resin, paper and a polyolefin film.
- the polyolefin film is preferably a polyethylene film for reasons of durability, cost and the like.
- the hot melt adhesive is applied to various members (for example, tissues, cotton, nonwoven fabrics, polyolefin films and release paper) of the disposable products.
- the hot melt adhesive may be used by ejecting it from various ejection machines (dispensers).
- the method for applying the hot melt adhesive is not particularly limited as long as the targeted disposable product can be obtained.
- Such application methods may be broadly divided into contact application and noncontact application.
- the "contact application” refers to an application method in which an ejection machine is brought into contact with a member or a film when the hot melt adhesive is applied.
- the “noncontact application” refers to an application method in which an ejection machine is not brought into contact with a member or a film when the hot melt adhesive is applied. Examples of the contact application method include slot coater coating and roll coater coating.
- Examples of the noncontact application method can include spiral coating which allows coatings in the form of a spiral, omega coating and control seam coating which allows coatings in the form of a wave, slot spray coating and curtain spray coating which allows coatings in the form of a plane, and dot coating which allows coatings in the form of dots.
- thermoplastic block copolymers (D) thermoplastic block copolymers
- the (A) to (F) components were blended in blending proportions shown in Table 1 to Table 4, and melted and mixed at about 145°C over about 3 hours using a universal stirrer to produce the hot melt adhesives of Examples 4 to 26 and Comparative Examples 1a to 3a and 1 to 9.
- the numerical values regarding the composition (blend) of the hot melt adhesives shown in Tables 1 to 4 are all parts by weight.
- the hot melt adhesive was applied to a PET film having a thickness of 50 ⁇ m so as to have a thickness of 50 ⁇ m.
- the PET film with the hot melt adhesive was formed into a size of 2.5 cm ⁇ 12.5 cm to provide a specimen.
- This specimen was wound in a loop shape so that the tacky surface (adhesive-applied surface) was on the outside, and the specimen was brought into contact with a PE plate at a speed of 300 mm/min at 20°C. Then, the peak value of peeling strength when the specimen was peeled from the PE plate at a speed of 300 mm/min was measured.
- the results are shown in Tables 1 to 3.
- the evaluation criteria are as follows.
- the thermal stability was determined by a change in appearance after 35 g of the hot melt adhesive was placed in a 70 mL glass bottle and allowed to stand in a dryer oven at 180°C for 24 hours.
- the results are shown in Tables 1 to 3.
- the evaluation criteria are as follows.
- the hot melt adhesive was applied to a PET film having a thickness of 50 ⁇ m so as to have a thickness of 50 ⁇ m.
- the PET film with the hot melt adhesive was formed to a width of 2.5 cm to provide a specimen.
- a polyethylene film was bonded to the specimen at a speed of 300 mm/min in a 20°C atmosphere using a 2 kg roller, followed by aging at room temperature for 24 hours. Then, the peeling strength was measured by performing peeling at a speed of 300 mm/min in a 20°C atmosphere. For each hot melt adhesive, the peel strength was represented by the average value obtained from the measurement of three samples. The results are shown in Tables 1 to 3.
- the evaluation criteria are as follows.
- the hot melt adhesive was heated and melted, and the viscosity in a molten state was measured at 140°C and 160°C using a Brookfield RVT type viscometer (spindle No. 27). The results are shown in Table 4.
- the evaluation criteria are as follows.
- a nonwoven fabric was coated with the hot melt adhesive in an amount of application of 5 g/m 2 at a temperature of 150°C by spiral spray, and the hot melt adhesive-coated nonwoven fabric and a PE film were superimposed via the hot melt adhesive, and pressed at a pressure of 0.5 kgf/cm to obtain a sample (nonwoven fabric/PE film).
- the obtained sample was cut to 25 mm in the direction perpendicular to the travel of the substrate (CD direction), and the peeling strength was measured by performing peeling at a speed of 300 mm/min was measured.
- the peel strength was represented by the average value obtained from the measurement of three samples. The results are shown in Table 4.
- the evaluation criteria are as follows.
- the present invention can provide a hot melt adhesive and an absorbent article coated with the hot melt adhesive.
- the absorbent article according to the present invention is particularly effective as a disposable diaper in which a nonwoven fabric is adhered to a polyolefin film.
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
Claims (6)
- Schmelzklebstoff, umfassend:(A) ein mit einer polaren funktionellen Gruppe modifiziertes Polymer auf Basis eines konjugierten Diens,(B) ein aliphatisches Harz auf Polyesterbasis,(C) ein Klebrigmacherharz und(D) ein thermoplastisches Blockcopolymer.
- Schmelzklebstoff nach Anspruch 1, wobei die polare funktionelle Gruppe mindestens eine funktionelle Gruppe ist, die aus einer Säureanhydridgruppe, einer Maleinsäuregruppe, einer Carboxylgruppe, einer Aminogruppe, einer Iminogruppe, einer Alkoxysilylgruppe, einer Silanolgruppe, einer Silylethergruppe, einer Hydroxylgruppe und einer Epoxidgruppe ausgewählt ist.
- Schmelzklebstoff nach Anspruch 1 oder 2, wobei das mit einer polaren funktionellen Gruppe modifizierte Polymer auf Basis eines konjugierten Diens (A) mindestens ein Polymer umfasst, das aus einem mit einer Aminogruppe modifizierten thermoplastischen Blockcopolymer von hydrierter Art und einem mit einer Maleinsäuregruppe modifizierten thermoplastischen Blockcopolymer von hydrierter Art ausgewählt ist.
- Schmelzklebstoff nach einem der Ansprüche 1 bis 3, wobei das aliphatische Harz auf Polyesterbasis (B) mindestens eines umfasst, das aus einem Harz auf Polymilchsäurebasis, einem Poly(butylensuccinat) und einem Polyhydroxybutyrat ausgewählt ist.
- Schmelzklebstoff nach einem der Ansprüche 1 bis 4, ferner umfassend einen Weichmacher (E).
- Wegwerfartikel, umfassend den Schmelzklebstoff nach einem der Ansprüche 1 bis 5.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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JP2012101888A JP5921946B2 (ja) | 2012-04-26 | 2012-04-26 | ホットメルト接着剤 |
PCT/JP2013/062799 WO2013162058A1 (en) | 2012-04-26 | 2013-04-25 | Hot melt adhesive |
Publications (3)
Publication Number | Publication Date |
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EP2841517A1 EP2841517A1 (de) | 2015-03-04 |
EP2841517A4 EP2841517A4 (de) | 2015-12-23 |
EP2841517B1 true EP2841517B1 (de) | 2020-11-04 |
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US (1) | US9481815B2 (de) |
EP (1) | EP2841517B1 (de) |
JP (1) | JP5921946B2 (de) |
KR (1) | KR102112374B1 (de) |
CN (1) | CN104271695B (de) |
BR (1) | BR112014026226A2 (de) |
CA (1) | CA2864292A1 (de) |
ES (1) | ES2837831T3 (de) |
MX (1) | MX361860B (de) |
PT (1) | PT2841517T (de) |
RU (1) | RU2632207C2 (de) |
TW (1) | TWI582196B (de) |
WO (1) | WO2013162058A1 (de) |
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JP5921946B2 (ja) | 2012-04-26 | 2016-05-24 | ヘンケルジャパン株式会社 | ホットメルト接着剤 |
JP5925094B2 (ja) * | 2012-09-27 | 2016-05-25 | ヘンケルジャパン株式会社 | ラベル用ホットメルト粘着剤 |
JP6057837B2 (ja) | 2013-05-30 | 2017-01-11 | ヘンケルジャパン株式会社 | ホットメルト接着剤 |
JP6154725B2 (ja) * | 2013-10-24 | 2017-06-28 | ヘンケルジャパン株式会社 | ホットメルト接着剤 |
MX2016009673A (es) * | 2014-01-23 | 2016-11-08 | Asahi Chemical Ind | Composicion adhesiva y cinta adhesiva. |
JP2017048314A (ja) * | 2015-09-02 | 2017-03-09 | Jsr株式会社 | 組成物及び成形体 |
TW201714952A (zh) * | 2015-09-02 | 2017-05-01 | Jsr Corp | 組成物及成形體 |
CN105505277B (zh) * | 2015-12-15 | 2018-04-10 | 哈尔滨工业大学无锡新材料研究院 | 聚酯热熔压敏胶及其制备方法 |
JP6716705B2 (ja) * | 2017-02-17 | 2020-07-01 | 積水フーラー株式会社 | ホットメルト接着剤及び伸縮性積層体 |
CN107163893B (zh) * | 2017-04-24 | 2023-08-04 | 深圳光华伟业股份有限公司 | 一种热熔压敏胶 |
CN109468105A (zh) * | 2018-10-01 | 2019-03-15 | 深圳日高胶带新材料有限公司 | 一种可生物降解压敏胶及其制备方法 |
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DE102022105897A1 (de) | 2022-03-14 | 2023-09-14 | Carl Freudenberg Kg | Thermisch fixierbares Flächengebilde mit biologisch abbaubarer Haftmasse |
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2013
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- 2013-04-25 CA CA2864292A patent/CA2864292A1/en not_active Abandoned
- 2013-04-25 EP EP13780524.8A patent/EP2841517B1/de active Active
- 2013-04-25 RU RU2014147578A patent/RU2632207C2/ru active
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- 2013-04-25 BR BR112014026226A patent/BR112014026226A2/pt not_active Application Discontinuation
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- 2013-04-25 MX MX2014012923A patent/MX361860B/es active IP Right Grant
- 2013-04-25 WO PCT/JP2013/062799 patent/WO2013162058A1/en active Application Filing
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2014
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BR112014026226A2 (pt) | 2017-06-27 |
RU2632207C2 (ru) | 2017-10-03 |
WO2013162058A1 (en) | 2013-10-31 |
JP2013227459A (ja) | 2013-11-07 |
CN104271695A (zh) | 2015-01-07 |
JP5921946B2 (ja) | 2016-05-24 |
KR20150008860A (ko) | 2015-01-23 |
US20150045488A1 (en) | 2015-02-12 |
PT2841517T (pt) | 2021-01-13 |
EP2841517A4 (de) | 2015-12-23 |
ES2837831T3 (es) | 2021-07-01 |
EP2841517A1 (de) | 2015-03-04 |
US9481815B2 (en) | 2016-11-01 |
CA2864292A1 (en) | 2013-10-31 |
TW201343837A (zh) | 2013-11-01 |
KR102112374B1 (ko) | 2020-05-18 |
RU2014147578A (ru) | 2016-06-20 |
MX2014012923A (es) | 2015-01-27 |
TWI582196B (zh) | 2017-05-11 |
CN104271695B (zh) | 2017-09-22 |
MX361860B (es) | 2018-12-18 |
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